I checked your itinerary for the best option but would advise buying normal tickets.

The JR Pass works great if you travel cross country. In the above itinerary longer travel is limited to travel between the Kansai region (Osaka/Kyoto/Nara) and Tokyo. So for now normal tickets are best. However the JR Pass could quickly become worth it if you would, for instance, add in a visit to Hiroshima or Nikko.

Local trainsport within Osaka and Kansai is pretty good. However nationwide travel is something I would not recommend doing using local trains. For instance a one way trip Tokyo - Kyoto with local trains takes over 8 hours! However normal tickets on the Shinkansen are not slower than the JR Pass.